Research Article

Application of capillary-scale NMR for the structure determination of phytochemicals†

  1. Jin-Feng Hu*,
  2. Eliane Garo,
  3. Hye-Dong Yoo,
  4. Peadar A. Cremin,
  5. Lu Zeng,
  6. Matt G. Goering,
  7. Mark O'Neil-Johnson,
  8. Gary R. Eldridge

Article first published online: 22 APR 2005

DOI: 10.1002/pca.831

Issue

Phytochemical Analysis

Phytochemical Analysis

Volume 16, Issue 2, pages 127–133, March/April 2005

Additional Information

How to Cite

Hu, J.-F., Garo, E., Yoo, H.-D., Cremin, P. A., Zeng, L., Goering, M. G., O'Neil-Johnson, M. and Eldridge, G. R. (2005), Application of capillary-scale NMR for the structure determination of phytochemicals. Phytochemical Analysis, 16: 127–133. doi: 10.1002/pca.831

Author Information

  1. Lead Discovery and Rapid Structure Elucidation Group, Sequoia Sciences Inc., 11199 Sorrento Valley Road, Suite H, San Diego, CA 92121, USA

*Lead Discovery and Rapid Structure Elucidation Group, Sequoia Sciences Inc., 11199 Sorrento Valley Road, Suite H, San Diego, CA 92121, USA.

  1. †

    Presented in part during the 2004 International Congress on Natural Products Research, 31 July to 4 August 2004, Phoenix, Arizona, USA.

Publication History

  1. Issue published online: 22 APR 2005
  2. Article first published online: 22 APR 2005
  3. Manuscript Accepted: 13 DEC 2004
  4. Manuscript Revised: 2 DEC 2004
  5. Manuscript Received: 15 OCT 2004

Funded by

  • NIH STTR. Grant Number: R42RR16363-03

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Keywords:

  • High-throughput natural product chemistry;
  • CapNMR™ probe;
  • miniaturisation;
  • structure determination;
  • iridoid glycosides;
  • Penstemon centranthifolius

Abstract

Employing a capillary-scale NMR probe enables the miniaturisation of structure determination and de-replication of purified natural products from plants using only 5–100 µg of material. Approximately 5 µg are required to perform one-dimensional proton and two-dimensional homonuclear (COSY and NOESY) NMR experiments; some 30 µg are needed to acquire HMQC- or HSQC-NMR spectra; ca. 75–100 µg are necessary to measure HMBC-NMR spectra; and around 200 µg of a compound are needed to perform 13C- and DEPT-NMR experiments. In order to illustrate the integration of the outputs from high-throughput natural product chemistry methods with the capabilities of the state-of-the-art CapNMR™ technology, the preparation of a natural product library from the extract of Penstemon centranthifolius, and the subsequent isolation, purification and structure determination of six known iridoid glycosides with 25–300 µg of material are presented. Copyright © 2005 John Wiley & Sons, Ltd.

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